Naslov
Fluorescence of Phenanthridine-Based Calix[4]arene Derivatives and Their Complexation with Alkali-Metal Cations

Autori
Tranfić Bakić, Marina ; Frkanec, Leo ; Horvat, Gordan ; Tomišić, Vladislav

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
14th International Smposium on Macrocyclic and Supramolecular Chemistry (ISMSC) Book of abstracts / - Lecce, 2019, P480-P480

Skup
14th International Symposium on Macrocyclic and Supramolecular Chemistry (ISMSC 2019)

Mjesto i datum
Lecce, Italija, 02.06.2019. - 06.06.2019

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
kaliksaren ; fluorescencija ; kompleksiranje
(caixarene ; fluorescence ; complexation)

Sažetak
Considering that fluorimetry-based analytical methods are very sensitive, fast, and versatile, functionalization of calixarenes by fluorophores to obtain sensors for cations which provide a fluorescent response, either by quenching or by enhancement of fluorescence, is of great interest. Three derivatives comprising phenanthridine subunits responsible for the desired fluorescent response were synthesized and their complexation with alkali-metal cations was studied in acetonitrile/dichloromethane and methanol/dichloromethane solvent mixtures (φ = 0.5) by means of spectrophotometric, fluorimetric, and NMR titrations at 25 °C. It was shown that due to the prominent fluorescence of compounds L1 and L3, they could be considered as potential sensitive fluorimetric cation sensors. In all cases, complexes of 1:1 stoichiometry were formed and the complexation was accompanied by a change in the intensity of fluorescence. Cation- binding affinity of L1 with four phenanthridine subunits was much higher than that of L2 and L3, with stability constants of complexes in all cases significantly lower in MeOH/CH2Cl2 compared to those in MeCN/CH2Cl2. Molecular dynamics simulations of the systems studied were performed and corroborated the conclusions based on experimental results.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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